Potassium Carbonate → HCID 66810481、化合物

HRID 1097529ノート

反応式

HRID 1097529 の反応式
[C:1]([C:3]1[CH:4]=[C:5]([N+:10]([O-:12])=[O:11])[CH:6]=[CH:7][C:8]=1F)#[N:2].[F:13][C:14]1[CH:19]=[CH:18][C:17]([OH:20])=[CH:16][C:15]=1[NH:21][C:22](=[O:34])[CH2:23][C:24]1[CH:29]=[CH:28][CH:27]=[C:26]([C:30]([F:33])([F:32])[F:31])[CH:25]=1.C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O.C(OCC)(=O)C>[C:1]([C:3]1[CH:4]=[C:5]([N+:10]([O-:12])=[O:11])[CH:6]=[CH:7][C:8]=1[O:20][C:17]1[CH:18]=[CH:19][C:14]([F:13])=[C:15]([NH:21][C:22](=[O:34])[CH2:23][C:24]2[CH:29]=[CH:28][CH:27]=[C:26]([C:30]([F:31])([F:32])[F:33])[CH:25]=2)[CH:16]=1)#[N:2]

参加物

6

反応物 3

HCID 11430Potassium CarbonateHCID 5194172-Fluoro-5-nitrobenzonitrileHCID 66810436N-(2-Fluoro-5-hydroxyphenyl)-3-(trifluoromethyl)benzeneacetamide

生成物 1

HCID 66810481HCID 66810481、化合物収率 94.2%

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 8857Ethyl Acetate溶媒

実験手順

To a solution of 3-cyano-4-fluoronitrobenzene (0.530 g, 3.19 mmol) and N-(2-fluoro-5-hydroxyphenyl)-2-[3-(trifluoromethyl)phenyl]acetamide (1.00 g, 3.19 mmol) in N,N-dimethylformamide (5 mL) was added potassium carbonate (0.530 g, 3.83 mmol), and the mixture was stirred at room temperature for 4 hr. The reaction mixture was diluted with ethyl acetate (100 mL), washed successively with water (100 mL) and saturated brine (100 mL), and dried over anhydrous magnesium sulfate. Insoluble material was filtered off. The obtained organic layer was purified by basic silica gel column chromatography (eluate: 50% ethyl acetate/n-hexane), and the obtained solution was concentrated under reduced pressure to give the title compound (1.38 g, 94%) as a yellow oil.

後処理

  1. washwashed successively with water (100 mL) and saturated brine (100 mL)
  2. dry with materialdried over anhydrous magnesium sulfate
  3. filtrationInsoluble material was filtered off
  4. customThe obtained organic layer was purified by basic silica gel column chromatography (eluate: 50% ethyl acetate/n-hexane)
  5. concentrationthe obtained solution was concentrated under reduced pressure

出典と根拠

ORDレコード
ord-2e132e10c9ee4244b298be69c1042213
出典データセット
uspto-grants-2012_03
特許番号
US08143258B2

反応ノート

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